Reaction #4884

Reaction equation

8-Hydroxy-2-methyl-7-quinolinecarboxylic acid

boron trifluoride

sodium bicarbonate

→

title compound

8-Hydroxy-2-methyl-7-quinolinecarboxylic acid methyl ester

Conditions

Workup

1. 1
   Otherto give finally a basic solution
2. 2
   ExtractionThe solution is extracted with chloroform
3. 3
   ExtractionThe chloroform extract
4. 4
   Dryingis dried over anhydrous sodium sulfate
5. 5
   Concentrationconcentrated
6. 6
   Otherthe residue is crystallized from a suitable solvent such as isooctane

Procedure

8-Hydroxy-2-methyl-7-quinolinecarboxylic acid (as reported by Meek, W. H. et al., in J. Chem. Eng. Data 1969, 14(3), 388-91) is reacted with methanolic boron trifluoride solution for several hours. The resulting mixture is added to an aqueous solution of sodium bicarbonate to give finally a basic solution. The solution is extracted with chloroform. The chloroform extract is dried over anhydrous sodium sulfate and concentrated and the residue is crystallized from a suitable solvent such as isooctane to give the title compound.

Source